Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficient
Autor(a) principal: | |
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Data de Publicação: | 2022 |
Outros Autores: | , , , |
Tipo de documento: | Artigo |
Idioma: | eng |
Título da fonte: | Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) |
Texto Completo: | http://hdl.handle.net/1822/75741 |
Resumo: | Selecting effective antioxidants is challenging since their efficiency in inhibiting lipid oxidation depends on the rate constants of the chemical reactions involved and their concentration at the reaction site, i.e., at the interfacial region. Accumulation of antioxidants at the interface of emulsions is key to modulate their efficiency in inhibiting lipid oxidation but its control was not well understood, especially in emulsions. It can be optimized by modifying the physicochemical properties of antioxidants or the environmental conditions. In this work, we analyze the effects of surfactant concentration, droplet size, and oil to water ratio on the effective interfacial concentration of a set of chlorogenic acid (CGA) esters in fish oil-in-water (O/W) emulsions and nanoemulsions and on their antioxidant efficiency. A well-established pseudophase kinetic model is used to determine in the intact emulsified systems the effective concentrations of the antioxidants (AOs). The relative oxidative stability of the emulsions is assessed by monitoring the formation of primary oxidation products with time. Results show that the concentration of all AOs at the interfacial region is much higher (20–90 fold) than the stoichiometric one but is much lower than those of other phenolipid series such as caffeic or hydroxytyrosol derivatives. The main parameter controlling the interfacial concentration of antioxidants is the surfactant volume fraction, ΦI, followed by the O/W ratio. Changes in the droplet sizes (emulsions and nanoemulsions) have no influence on the interfacial concentrations. Despite the high radical scavenging capacity of CGA derivatives and their being concentrated at the interfacial region, the investigated AOs do not show a significant effect in inhibiting lipid oxidation in contrast with what is observed using other series of homologous antioxidants with similar reactivity. Results are tentatively interpreted in terms of the relatively low interfacial concentrations of the antioxidants, which may not be high enough to make the rate of the inhibition reaction faster than the rate of radical propagation. |
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Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficientChlorogenic acidEmulsionNanoemulsionAntioxidantsDistributionlipid oxidationPseudophase kinetic modelPhenolipidsDroplet sizeInterfacial concentrationScience & TechnologySelecting effective antioxidants is challenging since their efficiency in inhibiting lipid oxidation depends on the rate constants of the chemical reactions involved and their concentration at the reaction site, i.e., at the interfacial region. Accumulation of antioxidants at the interface of emulsions is key to modulate their efficiency in inhibiting lipid oxidation but its control was not well understood, especially in emulsions. It can be optimized by modifying the physicochemical properties of antioxidants or the environmental conditions. In this work, we analyze the effects of surfactant concentration, droplet size, and oil to water ratio on the effective interfacial concentration of a set of chlorogenic acid (CGA) esters in fish oil-in-water (O/W) emulsions and nanoemulsions and on their antioxidant efficiency. A well-established pseudophase kinetic model is used to determine in the intact emulsified systems the effective concentrations of the antioxidants (AOs). The relative oxidative stability of the emulsions is assessed by monitoring the formation of primary oxidation products with time. Results show that the concentration of all AOs at the interfacial region is much higher (20–90 fold) than the stoichiometric one but is much lower than those of other phenolipid series such as caffeic or hydroxytyrosol derivatives. The main parameter controlling the interfacial concentration of antioxidants is the surfactant volume fraction, ΦI, followed by the O/W ratio. Changes in the droplet sizes (emulsions and nanoemulsions) have no influence on the interfacial concentrations. Despite the high radical scavenging capacity of CGA derivatives and their being concentrated at the interfacial region, the investigated AOs do not show a significant effect in inhibiting lipid oxidation in contrast with what is observed using other series of homologous antioxidants with similar reactivity. Results are tentatively interpreted in terms of the relatively low interfacial concentrations of the antioxidants, which may not be high enough to make the rate of the inhibition reaction faster than the rate of radical propagation.This manuscript was prepared during the sabbatical leave of C.B.-D. and was supported by Universidad de Vigo. M.C. and F.P.-M. thank FCT/MCTES (UIDB/QUI/50006/2020; doctoral grant SFRH/BD/100889/2014); S.L.-B. thanks Xunta de Galicia (10TAL314003PR) and University of Vigo (postdoctoral grant—Talent Recruitment Program 2018).info:eu-repo/semantics/publishedVersionMDPIUniversidade do MinhoCosta, MarleneLosada-Barreiro, SoniaVicente, A. A.Bravo-Díaz, CarlosPaiva-Martins, Fátima2022-01-272022-01-27T00:00:00Zinfo:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/articleapplication/pdfhttp://hdl.handle.net/1822/75741engCosta, Marlene; Losada-Barreiro, Sonia; Vicente, António A.; Bravo-Díaz, Carlos; Paiva-Martins, Fátima, Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficient. Molecules, 27(3), 861, 20221420304910.3390/molecules2703086135164119https://www.mdpi.com/journal/moleculesinfo:eu-repo/semantics/openAccessreponame:Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos)instname:Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãoinstacron:RCAAP2023-07-21T12:31:22Zoai:repositorium.sdum.uminho.pt:1822/75741Portal AgregadorONGhttps://www.rcaap.pt/oai/openaireopendoar:71602024-03-19T19:26:38.827314Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informaçãofalse |
dc.title.none.fl_str_mv |
Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficient |
title |
Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficient |
spellingShingle |
Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficient Costa, Marlene Chlorogenic acid Emulsion Nanoemulsion Antioxidants Distribution lipid oxidation Pseudophase kinetic model Phenolipids Droplet size Interfacial concentration Science & Technology |
title_short |
Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficient |
title_full |
Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficient |
title_fullStr |
Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficient |
title_full_unstemmed |
Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficient |
title_sort |
Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficient |
author |
Costa, Marlene |
author_facet |
Costa, Marlene Losada-Barreiro, Sonia Vicente, A. A. Bravo-Díaz, Carlos Paiva-Martins, Fátima |
author_role |
author |
author2 |
Losada-Barreiro, Sonia Vicente, A. A. Bravo-Díaz, Carlos Paiva-Martins, Fátima |
author2_role |
author author author author |
dc.contributor.none.fl_str_mv |
Universidade do Minho |
dc.contributor.author.fl_str_mv |
Costa, Marlene Losada-Barreiro, Sonia Vicente, A. A. Bravo-Díaz, Carlos Paiva-Martins, Fátima |
dc.subject.por.fl_str_mv |
Chlorogenic acid Emulsion Nanoemulsion Antioxidants Distribution lipid oxidation Pseudophase kinetic model Phenolipids Droplet size Interfacial concentration Science & Technology |
topic |
Chlorogenic acid Emulsion Nanoemulsion Antioxidants Distribution lipid oxidation Pseudophase kinetic model Phenolipids Droplet size Interfacial concentration Science & Technology |
description |
Selecting effective antioxidants is challenging since their efficiency in inhibiting lipid oxidation depends on the rate constants of the chemical reactions involved and their concentration at the reaction site, i.e., at the interfacial region. Accumulation of antioxidants at the interface of emulsions is key to modulate their efficiency in inhibiting lipid oxidation but its control was not well understood, especially in emulsions. It can be optimized by modifying the physicochemical properties of antioxidants or the environmental conditions. In this work, we analyze the effects of surfactant concentration, droplet size, and oil to water ratio on the effective interfacial concentration of a set of chlorogenic acid (CGA) esters in fish oil-in-water (O/W) emulsions and nanoemulsions and on their antioxidant efficiency. A well-established pseudophase kinetic model is used to determine in the intact emulsified systems the effective concentrations of the antioxidants (AOs). The relative oxidative stability of the emulsions is assessed by monitoring the formation of primary oxidation products with time. Results show that the concentration of all AOs at the interfacial region is much higher (20–90 fold) than the stoichiometric one but is much lower than those of other phenolipid series such as caffeic or hydroxytyrosol derivatives. The main parameter controlling the interfacial concentration of antioxidants is the surfactant volume fraction, ΦI, followed by the O/W ratio. Changes in the droplet sizes (emulsions and nanoemulsions) have no influence on the interfacial concentrations. Despite the high radical scavenging capacity of CGA derivatives and their being concentrated at the interfacial region, the investigated AOs do not show a significant effect in inhibiting lipid oxidation in contrast with what is observed using other series of homologous antioxidants with similar reactivity. Results are tentatively interpreted in terms of the relatively low interfacial concentrations of the antioxidants, which may not be high enough to make the rate of the inhibition reaction faster than the rate of radical propagation. |
publishDate |
2022 |
dc.date.none.fl_str_mv |
2022-01-27 2022-01-27T00:00:00Z |
dc.type.status.fl_str_mv |
info:eu-repo/semantics/publishedVersion |
dc.type.driver.fl_str_mv |
info:eu-repo/semantics/article |
format |
article |
status_str |
publishedVersion |
dc.identifier.uri.fl_str_mv |
http://hdl.handle.net/1822/75741 |
url |
http://hdl.handle.net/1822/75741 |
dc.language.iso.fl_str_mv |
eng |
language |
eng |
dc.relation.none.fl_str_mv |
Costa, Marlene; Losada-Barreiro, Sonia; Vicente, António A.; Bravo-Díaz, Carlos; Paiva-Martins, Fátima, Unexpected antioxidant efficiency of chlorogenic acid phenolipids in fish oil-in-water nanoemulsions: an example of how relatively low interfacial concentrations can make antioxidants to be inefficient. Molecules, 27(3), 861, 2022 14203049 10.3390/molecules27030861 35164119 https://www.mdpi.com/journal/molecules |
dc.rights.driver.fl_str_mv |
info:eu-repo/semantics/openAccess |
eu_rights_str_mv |
openAccess |
dc.format.none.fl_str_mv |
application/pdf |
dc.publisher.none.fl_str_mv |
MDPI |
publisher.none.fl_str_mv |
MDPI |
dc.source.none.fl_str_mv |
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Repositório Científico de Acesso Aberto de Portugal (Repositórios Cientìficos) - Agência para a Sociedade do Conhecimento (UMIC) - FCT - Sociedade da Informação |
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